Advanced Organic Chemistry - spring 03
Advanced Organic Chemistry - spring 03
Instructor:
R. D. Little (office – 3649 C/D of PSBN; e-mail: little@chem.ucsb.edu)
Office hour:
Tuesday, 3-4 pm and by appointment. e-mail: little@chem.ucsb.edu
Tentative time/place:
MWF, 8-8:50 am in Phelps 1160. This may change. Stay
tuned.
Important dates:
instruction begins – Monday, March 31; Memorial Day holiday
– Monday, May 26; instruction ends – Thursday, June
5; final exam – Friday, June 13, 8-11 am.
Exams: exam
1 – Monday, April 28 [100 pts]; exam 2 – Friday, May
23 [100 pts]; final exam – Friday, June 13, 8-11 am
Problem sets –
will appear throughout the quarter and will be posted
on the class web page. Check daily.
Text: Organic Chemistry by Clayden, Greeves,
Warren, and Wothers (Oxford; 2001)
… and
references to the original literature as well as selected
web pages.
References (check regularly for additions throughout
the quarter)
web addresses dealing with
photochemistry - also includes two prob sets.
Beer's law: http://www.shu.ac.uk/schools/sci/chem/tutorials/molspec/beers1.htm.
A fun chemiluminescence web address: http://www.shsu.edu/~chm_tgc/chemilumdir/chemiluminescence2.html
some photoreactions
problem set 4
(based upon lectures 3 & 4)
solutions to 3rd and 4th problem sets
problem set 7
(sigmatropic; electrocyclic; fragmentation; tin-lithium exchange)
page one of solutions to set 7
page two of solutions to set 7
page three of solutions to set 7
problem set 9
(fragmentation - part 2)
diyl cleavage
conformers (from lecture 11)
problem set 10
(after lecture 11)
solutions to set 12 [note error in solution
set - a lactone is not possible given the need for a trans-diaxial
ring opening of the cyclopropane ... thanks to T. Petersen for pointing
this out]
solution to extra credit problem of
exam 1 (2003)
solutions to set 16 (there may be some clipping
that occurred when I scanned the solutions)
problem set 17:
photochemistry - some
practical considerations
page 1 solutions to exam 1 (some clipping may have occurred during the
scanning - on this and the other pages, too)
See (for extra credit problem): Roser, Christian; Albers, Reinhard; Sander, Wolfram. Rearrangements of 2-furfurylidenes - synthesis of acylsilanes and acylstannanes. European Journal of Organic Chemistry (2001), (2), 269-273.
prob set 19 (interpretation
of photochemical experiments)
prob set 20 (Stern-Volmer
equation)
Final exam - high = 96, low = 22.
Undergraduate average on final = 58 (high 87, low 22);
graduate average on final exam = 76 (high 96, low 53).
Undergraduate course average = 63;
graduate course averave 81
page 1 of solutions to final exam
page 2 of solutions to final exam
page 3 of solutions to final exam
page 4 of solutions to final exam
Web page addresses of interest/use to the topics under discussion
will be updated throughout the quarter.
Acrobat Reader
5.0 (To read PDF files.)